4641-57-0Relevant articles and documents
Selective Cleavage and Tunable Functionalization of the C-C/C-N Bonds of N-Arylpiperidines Promoted by tBuONO
He, Yan,Zheng, Zhi,Liu, Yajie,Qiao, Jiajie,Zhang, Xinying,Fan, Xuesen
, p. 1676 - 1680 (2019)
In this paper, selective cleavage and tunable functionalization of the inert C-C/C-N bonds in N-arylpiperidines promoted by tBuONO under metal-free conditions is presented. To be specific, when the reaction was run in acetonitrile in the presence of molecular sieves, the synthetically useful acyclic N-formyl nitriles are formed. On the other hand, when alcohol was used as the reaction medium, the corresponding reactions afforded N-nitroso chain esters as dominating products via a mechanistically different pathway.
Electroselective and Controlled Reduction of Cyclic Imides to Hydroxylactams and Lactams
Bai, Ya,Shi, Lingling,Zheng, Lianyou,Ning, Shulin,Che, Xin,Zhang, Zhuoqi,Xiang, Jinbao
, p. 2298 - 2302 (2021/04/05)
An efficient and practical electrochemical method for selective reduction of cyclic imides has been developed using a simple undivided cell with carbon electrodes at room temperature. The reaction provides a useful strategy for the rapid synthesis of hydroxylactams and lactams in a controllable manner, which is tuned by electric current and reaction time, and exhibits broad substrate scope and high functional group tolerance even to reduction-sensitive moieties. Initial mechanistic studies suggest that the approach heavily relies on the utilization of amines (e.g., i-Pr2NH), which are able to generate α-aminoalkyl radicals. This protocol provides an efficient route for the cleavage of C-O bonds under mild conditions with high chemoselectivity.
A ligand-free copper-catalyzed strategy to the N-arylation of indazole using aryl bromides
Bai, Di-Xiang,Lim, Rachel Sin-Ee,Ng, Hui-Fen,Teo, Yong-Chua
supporting information, p. 1398 - 1405 (2021/03/08)
A simple and efficient strategy for the C–N cross-coupling of indazole with a variety of substituted aryl bromides is reported. Under the optimized conditions, a broad scope of N-arylated products were obtained in good to excellent yields (up to 87%) under the ligand-free conditions.
